title: Direct C-H sulfenylation of purines and deazapurines.
abstract: A general method for Cu-catalyzed C-H sulfenylation of purines, 7-deaza- and 9-deazapurines with aryl- or alkyldisulfides has been developed. In purines, the reaction occurs at position 8, in 7-deazapurines at position 7 and in 9-deazapurines at position 9, leading to new interesting arylsulfanyl derivatives of purine or deazapurine bases. The resulting 8-arylsulfanylpurines undergo Liebesking-Srogl coupling with arylstannanes or boronic acids, whereas the (arylsulfanyl)deazapurines are not reactive under these conditions.
authors.affiliation: Department of Organic Chemistry, Faculty of Science, Charles University in Prague, Hlavova 8, CZ-12843 Prague 2, Czech Republic.
authors.forename: Martin
authors.initials: M
authors.lastname: Klečka
authors.forename: Radek
authors.initials: R
authors.lastname: Pohl
authors.forename: Jan
authors.initials: J
authors.lastname: Čejka
authors.forename: Michal
authors.initials: M
authors.lastname: Hocek
mesh_terms: D003300:Copper / Q000737:chemistry; D018360:Crystallography, X-Ray; D011687:Purines / Q000737:chemistry*; D013455:Sulfur / Q000737:chemistry*
chemical_list: C512929:7-deazapurine; D011687:Purines; D013455:Sulfur; D003300:Copper; C030985:purine